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Aniline → HCID 3695481, compound

HRID 2290713
Notes
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Reaction equation

HRID 2290713 reaction equation
O[CH2:2][N:3]1[C:7]2[CH:8]=[CH:9][C:10]([CH3:12])=[CH:11][C:6]=2[N:5]=[N:4]1.[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C(O)C>[CH3:12][C:10]1[CH:9]=[CH:8][C:7]2[N:3]([CH2:2][NH:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:4]=[N:5][C:6]=2[CH:11]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6115AnilineHCID 3631643HCID 3631643, compound

Product 1

HCID 3695481HCID 3695481, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.0 g (0.03 mol) of 1-hydroxymethyl-5-methylbenzotriazole and 2.9 g (0.03 mol) of aniline were suspended in ethanol and refluxed for 1 hour. The insoluble substance was removed by filtration while it was still hot and the filtrate was cooled to obtain crude crystals. By recrystallization of the crude crystals from ethanol 4.2 g of the desired compound having a melting point of 149° to 152° C. was obtained.

Workup

  1. temperature
On this pageParticipantsProcedureWorkupSources & evidenceReaction notes
refluxed for 1 hour
  • customThe insoluble substance was removed by filtration while it
  • temperaturethe filtrate was cooled
  • customto obtain crude crystals
  • customBy recrystallization of the crude crystals from ethanol 4.2 g of the desired compound
  • customwas obtained
  • Sources & evidence

    ORD record
    ord-9f7eaee3063c4c6d95a25822e5a8c5b6
    Source dataset
    uspto-grants-1986_10
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04618563

    Reaction notes

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